.- Hawaii property tax and insurance is considerably "okay"- Each Florida city has its own different trajectory in terms of appreciation, but HI appreciation depends on island and the town.- With most job now is being done remotely, especially in tech, Hawaii is becoming a viable choice.- However, the thing that makes Hawaii very doable is that the cost of flying is cheap, from CA one way the cost is $90-$200 depending on the season. - Every Hawaiian Island is very different from one to another, and between towns is also a bit different.

I will let you know most multi family properties being sold in todays market are doing things backwards in terms of condition and tenancy. 

From what I see it's not stellar in terms of population or job growth, but does look like it saw big price increases lately, I assume it's mainly population from Charlotte moving out to get more bang for their buck.If you're an investor with properties there I'd love to hear your thoughts on the market in general, how you see its potentail, the population I can expect as tenants, and things to pay attention to.

Our portfolio in Illinois (close to Chicago):All properties in this portfolio are the exact same layout in terms of sq ft and having 2 bedroom and 1 bathroom and are Condos in a 4 unit building Only difference is when each unit was renovated or not.

Sure there will be puts and takes, but in terms of getting a great shot at a reliable inflation adjusted income stream, that’s one of the best out there. 

Her credit is high 600s vs ours at high 700s and will be the basis for refi if she stays on.Are we thinking this correct and fair in terms of both options?

Have you made some progress in terms of getting some deals?

Aaron,No you will not find a Bank/Lender that will go into 3rd lien position if you if did I would not want to see that rate in terms of "High".

There's a lot of research you could do on VRBO/AirBNB/AirDNA to compare similar properties in terms of rates and occupancy, but my experience is that Gulf Shores and Orange Beach are more popular because of the nearby amenities, nightlight, recreation, and other things to do. 

Given that they're likely going to be paying everything upfront it should be fine in terms of cost but you're switching from ST to MT to they're now your tenants.